21666-68-2

Usage

Uses

Used in Pharmaceutical Development:
1-cyclopropyl-3-(dimethylamino)-2-propen-1-one is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the molecular properties that may enhance drug efficacy and selectivity.
Used in Medicinal Chemistry Research:
1-cyclopropyl-3-(dimethylamino)-2-propen-1-one serves as a valuable building block in medicinal chemistry, where its structural features can be exploited to design and optimize new biologically active molecules with potential therapeutic applications.
Used in Biologically Active Compounds Synthesis:
1-cyclopropyl-3-(dimethylamino)-2-propen-1-one is utilized as a precursor in the synthesis of biologically active compounds, leveraging its unique structural elements to create molecules with specific biological activities.
Used in Chemical Synthesis:
In the field of chemical synthesis, 1-cyclopropyl-3-(dimethylamino)-2-propen-1-one is employed as a versatile reagent or substrate for the creation of a variety of chemical entities, taking advantage of its reactive sites and structural attributes.

InChI:InChI=1/C8H13NO/c1-9(2)6-5-8(10)7-3-4-7/h5-7H,3-4H2,1-2H3

Upstream product

• 765-43-5 Cyclopropyl methyl ketone 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 957292-12-5 2-(3-cyclopropyl-1H-pyrazol-1-yl)acetic acid 
• 100114-57-6 3-cyclopropyl-1H-pyrazole 
• 1257637-82-3 3-cyclopropyl-1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 
• 187163-98-0 6-cyclopropyl-3-nitropyridin-2(1H)-one 
• 1172797-65-7 1-methyl-5-cyclopropyl-pyrazole 
• 1053163-67-9 1-methyl-3-cyclopropylpyrazole 
• 143620-94-4 (Z)-3-[(4-Benzyloxy-benzyl)-hydroxy-amino]-1-cyclopropyl-propenone 
• 143621-04-9 (Z)-1-Cyclopropyl-3-[hydroxy-(4-phenoxy-benzyl)-amino]-propenone 
• 902837-67-6 3-cyclopropyl-1-methyl-1H-pyrazole-4-carbaldehyde 
• 101045-94-7 6-Cyclopropyl-2-thioxo-1,2-dihydro-pyridine-3-carbonitrile 
• 1135283-57-6 5-bromo-6-cyclopropyl-2-hydroxynicotinonitrile 

Relevant academic research and scientific papers

Selective α-Methylation of Ketones

The convenient and scalable preparative approach for the two-step α-methylation of ketones is described. The optimized protocols for regioselective preparation of enaminones with further diastereoselective and functional groups tolerant hydrogenation to α-methylketones are developed. The scope and limitations of the proposed methodology are discussed. The advantages compared to known procedures are demonstrated. The unexpected role of acetone in the hydrogenation is suggested. The evaluation of the method for both early building block synthesis and late-stage CH-functionalization is shown. The elaborate procedures' preparability and scalability are demonstrated by the synthesis of several α-methyl ketones up to 100 g amount.

An expedient synthesis of highly functionalized 1,3-dienes by employing cyclopropenes asC4units

An efficient method has been described to synthesize dicarbonyl functionalized 1,3-dienes by cleaving the CC bond of enaminones with cyclopropenes in the presence of a rhodium catalyst. The acetate-substituted cyclopropenes are judiciously chosen as standardC4units of 1,3-diene precursors. The reactions are believed to undergo a unique cutting and insertion process, involving a CC bond cleavage of the enaminone and insertion of a newC(sp2) source with the formation of two C-C single bonds. A broad range of substrates can be used to synthesize the corresponding 1,3-dienes under very mild reaction conditions, including low catalyst-loading, ambient temperature, and a neutral reaction solvent.

INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION

Compounds and pharmaceutically acceptable salts thereof, and compositions and methods for treating human immunodeficiency virus (HIV) infection are set forth.

Preparation method of isoxazole herbicide intermediate

The invention relates to the field of chemical synthesis, particularly to a preparation method of an isoxazole herbicide intermediate, wherein the isoxazole herbicide intermediate is a compound represented by a formula (III) and is prepared by reacting a compound (I), a compound (II) and alkali in the presence of a solvent. The preparation method disclosed by the invention is simple, convenient, safe and high in conversion rate, can reduce the cost when being used for preparing the isoxazole herbicide, and is more economical and environment-friendly. The synthetic route is represented by the specification.

Highly Site-Selective Metal-Free C-H Acyloxylation of Stable Enamines

A highly site-selective acyloxylation of stable enamines with PhI(OAc)2 under metal-free conditions to afford (E)-vinyl acetate derivatives in good to excellent yields is described. Depending on the judicious choice of the solvent system, either the α- or β-site-selective product could be obtained with high selectivity. For the α-site-selective product, the rearranged amide compound is obtained as the major product. This reaction proceeds under mild reaction conditions (room temperature, metal-free, and open-flask) and features a broad substrate scope.

Preparation technology of 3-cyclopropyl-1-methyl-1H-pyrazole-4-formaldehyde

The invention provides a preparation technology of 3-cyclopropyl-1-methyl-1H-pyrazole-4-formaldehyde (compound 1). The preparation technology comprises the following steps: 1) 1-cyclopropyl methyl ketone reacts with N,N-dimethylformamide dimethylacetal in N,N-dimethylformamide solvent at a proper temperature to obtain a compound 2; 2) the compound 2 reacts with hydrazine hydrate react in an alcohol solvent at a reflux temperature to obtain a compound 3; 3) the compound 3 reacts with a methylation reagent at room temperature to obtain a compound 4; 4) the compound 3 reacts with N,N-dimethylformamide in a halohydrocarbon solvent in an ice-water bath, to obtain the 3-cyclopropyl-1-methyl-1H-pyrazole-4-formaldehyde (compound 1). The synthesis route is shown in the description. According to thepreparation technology provided by the invention, the adopted raw materials, reagents and solvents are conventional synthetic reagents which are cheap and easily available; the reaction conditions inall steps are mild, the aftertreatment is simple, the reaction yield is relatively high, and the product purity is high. Overall preparation cost of the product is low, and the requirements of industrial production are met.

Directed C-C bond cleavage of a cyclopropane intermediate generated from: N -tosylhydrazones and stable enaminones: Expedient synthesis of functionalized 1,4-ketoaldehydes

An efficient method to construct functionalized 1,4-ketoaldehydes bearing all-carbon α-quaternary centers via regioselective C-C bond activation has been described. The cyclopropanation of bench-stable enaminones with in situ generated diazo reagents from

PYRAZOLE DERIVATIVES

Provided herein are compounds of the formula I: as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment or prevention of mGluR5 mediated disorders, such as acute and/or chronic neurological disorders, cognitive disorders and memory deficits, as well as acute and chronic pain.

AZABENZIMIDAZOLES AND THEIR USE AS AMPA RECEPTOR MODULATORS

Provided herein are compounds of Formula (I), and pharmaceutically acceptable salts, N-oxides, or solvates thereof, [formula (I) should be inserted here]. Also provided herein are pharmaceutical compositions comprising compounds of Formula (I) and methods

Discovery and structure-activity relationships study of novel thieno[2,3-b]pyridine analogues as hepatitis C virus inhibitors

Current treatment for hepatitis C is barely satisfactory, there is an urgent need to develop novel agents for combating hepatitis C virus infection. This study discovered a new class of thieno[2,3-b]pyridine derivatives as HCV inhibitors. First, a hit compound characterized by a thienopyridine core was identified in a cell-based screening of our privileged small molecule library. And then, structure activity relationship study of the hit compound led to the discovery of several potent compounds without obvious cytotoxicity in vitro (12c, EC50 = 3.3 μM, SI >30.3, 12b, EC50 = 3.5 μM, SI >28.6, 10l, EC50 = 3.9 μM, SI >25.6, 12o, EC 50 = 4.5 μM, SI >22.2, respectively). Although the mechanism of them had not been clearly elucidated, our preliminary optimization of this class of compounds had provided us a start point to develop new anti-HCV agents.